Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Compare Key West Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort
Outdoor pool

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2283)
"From the check in process to the check out process, it was an absolute perfect stay at this resort. The staff was exceptionally delightful, kind and professional! The grounds were clean, well maintained and what you would envision on your Key West tropical vacation. The location was right on famous Duval street, walkable to all the best restaurants, shopping and nightlife. Rooms were beautiful, spacious and clean. The bathroom was a DREAM! We loved everything about this resort and will be back...
The price is AED 1,595
AED 2,042 total
includes taxes & fees
25 Feb - 26 Feb
Southernmost Beach Resort
24 North Hotel Key West - Newly Renovated
Outdoor pool

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1434)
"Parking isn’t great and got stuck in the elevator twice - door wouldn’t open unless you pressed the close and then open button or close then floor number button. "
The price is AED 955
AED 1,281 total
includes taxes & fees
23 Feb - 24 Feb
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
Pool

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1157)
"Nice hotel. On the water. Free shuttle downtown "
The price is AED 1,576
AED 1,897 total
includes taxes & fees
23 Mar - 24 Mar
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Pool

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1007)
"Liked the ear plugs for the rooster crows at 3AM!"
The price is AED 988
AED 1,319 total
includes taxes & fees
23 Feb - 24 Feb
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
Pool

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1010)
"Highly exceeded expectations! The back porch straight to the sand area was amazing, the pools were all perfect temperature and the staff was very welcoming! We can’t wait to visit again. "
The price is AED 1,550
AED 1,943 total
includes taxes & fees
12 Mar - 13 Mar
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"Our only complaint was the shower head had very low pressure."
The price is AED 1,521
AED 1,959 total
includes taxes & fees
5 Mar - 6 Mar
Silver Palms Inn
Margaritaville Beach House Key West
Pool

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very Good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Pool

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1080)
"Great breakfast, shuttle was key as we did not touch our car through the whole tip, pool and bar was a big plus and the room with king and sofa bed gave us plenty of room for the 2 of us. "
The price is AED 1,183
AED 1,434 total
includes taxes & fees
23 Mar - 24 Mar
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Outdoor pool

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1020)
"Great property love the old feel, didn’t realize it used to be a cigar factory before. The pools are so nice and the property was adorable. Very close to the action of key west. The staff were so friendly and kind. Very clean."
The price is AED 1,355
AED 1,690 total
includes taxes & fees
23 Feb - 24 Feb
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
Pool

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1573)
"Staff wear lovely! Bartenders and servers were exrtemley nice and accomodating. The fres seafood was excellent and far beyond our expectations for a a hotel bar/cafe! So much so that we made it a point to eat there once a day to try everything. Rooms were clean, large and comfortable with a nice bathroom. The pool area was stuck with towels, fresh water,and shade umbrellas. The surrounding small harbor gives a beautiful perspective to the Keys, and the sunsets were breathtaking. "
The price is AED 1,304
AED 1,689 total
includes taxes & fees
23 Feb - 24 Feb
Oceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 235 places to stay with pools. While you’re here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. The Perry Hotel & Marina Key West: Hotel located near Key West Golf Club. Provides 2 restaurants, 2 outdoor pools, and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Duval Street. Features a private beach, an outdoor pool, and daily. The Reach Key West, Curio Collection by Hilton: Hotel steps from South Beach. Offers a private beach, an outdoor pool, and a full-service spa.
How many hotels with pools are there in Key West?
Expedia’s 235 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street while you’re in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area’s natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.